HRP20191655T1 - N-(5s,6s,9r)-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5h-cyclohepta[b]pyridin-9-yl-4-(2-oxo-2,3-dihydro-1h-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate salt - Google Patents

N-(5s,6s,9r)-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5h-cyclohepta[b]pyridin-9-yl-4-(2-oxo-2,3-dihydro-1h-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate salt Download PDF

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HRP20191655T1
HRP20191655T1 HRP20191655T HRP20191655T1 HR P20191655 T1 HRP20191655 T1 HR P20191655T1 HR P20191655 T HRP20191655 T HR P20191655T HR P20191655 T1 HRP20191655 T1 HR P20191655T1
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pharmaceutical composition
composition according
compound
treatment
migraine headaches
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Daniel Richard Roberts
Richard Raymond Schartman
Chenkou Wei
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Bristol Myers Squibb Co
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Publication of HRP20191655T1 publication Critical patent/HRP20191655T1/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4427Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
    • A61K31/444Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring heteroatom, e.g. amrinone
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04Ortho-condensed systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/4353Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
    • A61K31/437Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00Drugs for disorders of the respiratory system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • A61P17/02Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/06Antimigraine agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/13Crystalline forms, e.g. polymorphs

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
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  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Epidemiology (AREA)
  • Neurosurgery (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Dermatology (AREA)
  • Pulmonology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Claims (13)

1. Čvrsta farmaceutska kompozicija u doznom jediničnom obliku, koja sadrži, po dozi, od 1 mg do 1000 mg hemisulfat soli spoja (I): i farmaceutski prihvatljiv nosač ili razblaživač.1. A solid pharmaceutical composition in dosage unit form, which contains, per dose, from 1 mg to 1000 mg of the hemisulfate salt of compound (I): and a pharmaceutically acceptable carrier or diluent. 2. Farmaceutska kompozicija u formi oralnog doznog oblika, koji sadrži od 70 mg do 750 mg hemisulfat soli spoja (I) u skladu sa patentnim zahtjevom 1.2. Pharmaceutical composition in the form of an oral dosage form, which contains from 70 mg to 750 mg of the hemisulfate salt of compound (I) in accordance with patent claim 1. 3. Farmaceutska kompozicija u skladu sa patentnim zahtjevom 2, koja sadrži 70 mg hemisulfat soli spoja (I).3. Pharmaceutical composition according to claim 2, which contains 70 mg of the hemisulfate salt of compound (I). 4. Farmaceutska kompozicija u skladu sa patentnim zahtjevom 2, koja sadrži 80 mg hemisulfat soli spoja (I).4. Pharmaceutical composition according to claim 2, which contains 80 mg of the hemisulfate salt of compound (I). 5. Farmaceutska kompozicija u skladu sa bilo kojim od patentnih zahtjeva 1 do 4 gdje hemisulfat sol spoja (I) je seskvihidrat.5. A pharmaceutical composition according to any one of claims 1 to 4, wherein the hemisulfate salt of compound (I) is a sesquihydrate. 6. Farmaceutska kompozicija u skladu sa bilo kojim od patentnih zahtjeva 1 do 5 gdje hemisulfat sol spoja (I) je kristalni oblik H1.5-1 koji je naznačen sljedećim: parametri jedinične stanice suštinski jednaki sljedećim: Prostorna grupa: P21212 Molekule spoja (I)/asimetrična jedinica: 1 Zapremina = 2851 Å3 Gustoća (izračunato) = 1.423 g/cm3, pri čemu je mjerenje navedenog kristalnog oblika na temperaturi od oko 25°C.6. Pharmaceutical composition according to any one of claims 1 to 5, where the hemisulfate salt of the compound (I) is the crystalline form H1.5-1 which is indicated as follows: unit cell parameters essentially equal to the following: Spatial group: P21212 Molecules of compound (I)/asymmetric unit: 1 Volume = 2851 Å3 Density (calculated) = 1.423 g/cm3, whereby the measurement of the specified crystalline form is at a temperature of about 25°C. 7. Farmaceutska kompozicija u skladu sa patentnim zahtjevom 6 gdje je navedeni oblik H1.5-1 naznačen sa jednim ili više od sljedećeg: a) shema rendgenske difrakcije na prahu (CuKα λ=1.5418Å) koji sadrži sljedeće 2θ vrijednosti: 5.4±0.1, 8.6±0.1, 9.7±0.1, 12.4±0.1, 14.9±0.1,17.6±0.1, 18.1±0.1, 20.5±0.1, 21.4±0.1, i 22.0±0.1, pri čemu je mjerenje kristalnog oblika na temperaturi od oko 25°C; i/ili b) spektri nuklearne rezonance u čvrstom stanju koji sadrže sljedeće pikove (δ (ppm) navedeni kao TMS): 26.6±0.1, 27.1±0.1, 28.3±0.1, 30.7±0.1, 43.1±0.1, 45.9±0.1, 47.1±0.1, 52.0±0.1, 54.2±0.1, 72.5±0.1, 117.0±0.1, 117.7±0.1, 124.2±0.1, 125.2±0.1, 128.3±0.1, 130.3±0.1, 131.4±0.1, 134.1±0.1, 140.8±0.1, 144.7±0.1, 148.7±0.1, 149.8±0.1, 151.2±0.1, 153.4±0.1, 155.1±0.1, 155.6±0.1, i 156.7±0.1.7. Pharmaceutical composition according to patent claim 6, where said form H1.5-1 is indicated with one or more of the following: a) X-ray diffraction pattern on powder (CuKα λ=1.5418Å) containing the following 2θ values: 5.4±0.1, 8.6±0.1, 9.7±0.1, 12.4±0.1, 14.9±0.1, 17.6±0.1, 18.1±0.1, 20.5± 0.1, 21.4±0.1, and 22.0±0.1, whereby the measurement of the crystalline form is at a temperature of about 25°C; and/or b) solid state nuclear resonance spectra containing the following peaks (δ (ppm) reported as TMS): 26.6±0.1, 27.1±0.1, 28.3±0.1, 30.7±0.1, 43.1±0.1, 45.9±0.1, 47.1±0.1, 52.0±0.1, 54.2±0.1, 72.5±0.1, 117.0±0.1, 117.7±0.1, 124.2±0.1, 125.2±0.1, 128.3±0.1, 130.3±0.1, 131.4±0.1, 134.1±0.1, 140.17, 140.8±4. 0.1, 148.7±0.1, 149.8±0.1, 151.2±0.1, 153.4±0.1, 155.1±0.1, 155.6±0.1, and 156.7±0.1. 8. Farmaceutska kompozicija u skladu sa bilo kojim od patentnih zahtjeva 1 do 7 za primjenu u liječenju migrenskih glavobolja.8. Pharmaceutical composition according to any one of claims 1 to 7 for use in the treatment of migraine headaches. 9. Farmaceutska kompozicija u skladu sa bilo kojim od patentnih zahtjeva 1 do 7 za oralno administriranje koje je korisno za liječenje migrenskih glavobolja.9. A pharmaceutical composition according to any one of claims 1 to 7 for oral administration which is useful for the treatment of migraine headaches. 10. Farmaceutska kompozicija u skladu sa bilo kojim od patentnih zahtjeva 1 do 7 za sublingvalno administriranje koje je korisno za liječenje migrenskih glavobolja.10. A pharmaceutical composition according to any one of claims 1 to 7 for sublingual administration which is useful for the treatment of migraine headaches. 11. Farmaceutska kompozicija u skladu sa bilo kojim od patentnih zahtjeva 1 do 7 za intranazalno administriranje koje je korisno za liječenje migrenskih glavobolja.11. A pharmaceutical composition according to any one of claims 1 to 7 for intranasal administration which is useful for the treatment of migraine headaches. 12. Farmaceutska kompozicija u skladu sa bilo kojim od patentnih zahtjeva 1 do 7 za primjenu jednom dnevno u liječenju migrenskih glavobolja.12. A pharmaceutical composition according to any one of claims 1 to 7 for use once a day in the treatment of migraine headaches. 13. Farmaceutska kompozicija u skladu sa bilo kojim od patentnih zahtjeva 1 do 7 za primjenu dva puta dnevno u liječenju migrenskih glavobolja.13. A pharmaceutical composition according to any one of claims 1 to 7 for use twice a day in the treatment of migraine headaches.
HRP20191655 2012-02-27 2019-09-16 N-(5s,6s,9r)-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5h-cyclohepta[b]pyridin-9-yl-4-(2-oxo-2,3-dihydro-1h-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate salt HRP20191655T1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US201261603598P 2012-02-27 2012-02-27
EP17180587.2A EP3254681B1 (en) 2012-02-27 2013-02-25 N-(5s,6s,9r)-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5h-cyclohepta[b]pyridin-9-yl-4-(2-oxo-2,3-dihydro-1h-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate salt

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HRP20171620TT HRP20171620T1 (en) 2012-02-27 2017-10-25 N- (5s, 6s, 9r) - 5 -amino- 6 - (2, 3 - difluorophenyl) -6, 7, 8, 9 - tetrahydro - 5h - cyclohepta [b]pyridin-9 -yl- 4 - (2 - oxo-2, 3 - dihydro - 1h- imidazo [4, 5 -b]pyridin - 1 - yl) piperidine - 1 - carboxylate, hemisulfate salt
HRP20191655 HRP20191655T1 (en) 2012-02-27 2019-09-16 N-(5s,6s,9r)-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5h-cyclohepta[b]pyridin-9-yl-4-(2-oxo-2,3-dihydro-1h-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate salt

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HRP20171620TT HRP20171620T1 (en) 2012-02-27 2017-10-25 N- (5s, 6s, 9r) - 5 -amino- 6 - (2, 3 - difluorophenyl) -6, 7, 8, 9 - tetrahydro - 5h - cyclohepta [b]pyridin-9 -yl- 4 - (2 - oxo-2, 3 - dihydro - 1h- imidazo [4, 5 -b]pyridin - 1 - yl) piperidine - 1 - carboxylate, hemisulfate salt

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AU (1) AU2013226361B2 (en)
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HR (2) HRP20171620T1 (en)
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EA201491585A1 (en) 2015-01-30
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PT2820016T (en) 2017-10-18
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SI2820016T1 (en) 2017-11-30
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KR102220969B1 (en) 2021-02-25
CA2865585A1 (en) 2013-09-06
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CA2865585C (en) 2019-12-10
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HRP20171620T1 (en) 2017-12-01
CY1122121T1 (en) 2020-11-25
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